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2-Thiophenecarboxaldehyde

CAS No.
98-03-3
Chemical Name:
2-Thiophenecarboxaldehyde
Synonyms
THIOPHENE-2-CARBALDEHYDE;2-THIOPHENECARBOXALDEHYDE;THIOPHENE-2-ALDEHYDE;THIOPHENE-2-CARBOXALDEHYDE;2-THIOPHENECARBALDEHYDE;formylthiophene;S0508;2-Thienal;2-Theldehyde;THENALDEHYDE
CBNumber:
CB2488611
Molecular Formula:
C5H4OS
Molecular Weight:
112.15
MDL Number:
MFCD00005429
MOL File:
98-03-3.mol
MSDS File:
SDS
Last updated:2024-08-21 22:41:43

2-Thiophenecarboxaldehyde Properties

Melting point <10°C
Boiling point 198 °C (lit.) 75-77 °C/11 mmHg (lit.)
Density 1.2 g/mL at 25 °C (lit.)
refractive index n20/D 1.591(lit.)
Flash point 172 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
form liquid (clear)
Specific Gravity 1.2
color clear yellow
Odor sulfurous
Odor Type sulfurous
Water Solubility insoluble
Sensitive Air Sensitive
BRN 105819
InChIKey CNUDBTRUORMMPA-UHFFFAOYSA-N
LogP 1.020
CAS DataBase Reference 98-03-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII IW05BB9XBM
NIST Chemistry Reference 2-Thiophenecarboxaldehyde(98-03-3)
EPA Substance Registry System 2-Thiophenecarboxaldehyde (98-03-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38-43
Safety Statements  36/37/39-37-24-36-26
RIDADR  UN 2810
WGK Germany  3
RTECS  XM8135000
9
Hazard Note  Irritant
TSCA  Yes
HS Code  29349990
NFPA 704
1
2 0

2-Thiophenecarboxaldehyde price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T32409 2-Thiophenecarboxaldehyde 98% 98-03-3 25g $33.3 2024-03-01 Buy
Sigma-Aldrich T32409 2-Thiophenecarboxaldehyde 98% 98-03-3 100g $57 2024-03-01 Buy
TCI Chemical T0725 2-Thiophenecarboxaldehyde (stabilized with HQ) >98.0%(GC) 98-03-3 25mL $47 2024-03-01 Buy
TCI Chemical T0725 2-Thiophenecarboxaldehyde (stabilized with HQ) >98.0%(GC) 98-03-3 100mL $127 2024-03-01 Buy
Alfa Aesar A14344 Thiophene-2-carboxaldehyde 98+% 98-03-3 100g $53.2 2024-03-01 Buy
Product number Packaging Price Buy
T32409 25g $33.3 Buy
T32409 100g $57 Buy
T0725 25mL $47 Buy
T0725 100mL $127 Buy
A14344 100g $53.2 Buy

2-Thiophenecarboxaldehyde Chemical Properties,Uses,Production

Description

2-Thiophenecarboxaldehyde, also known as alpha-formylthiophene or 2-thienylaldehyde, belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring. 2-Thiophenecarboxaldehyde is a sulfurous tasting compound. 2-Thiophenecarboxaldehyde has been detected, but not quantified in, asparagus (Asparagus officinalis). This could make 2-thiophenecarboxaldehyde a potential biomarker for the consumption of these foods. 2-Thiophenecarboxaldehyde is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites.

Chemical Properties

clear yellow to light brown liquid

Uses

2-Thiophenecarboxaldehyde is used in the synthesis of β-aryl-β-amino acids, urea derivatives. Arylation reagent. Also used to synthesize unsaturated ketones as antiviral and cytotoxic agents.

Uses

Thiophene derivatives, introducing thenyl group into organic compounds.

Application

2-Thenaldehyde(T2A) was originally used to produce a range of antihistamines, including methapyrilene, methaphenilene, and thenalidine. However, this usage has practically disappeared. The anthelmintic pyrantel is an important outlet for T2A, enhanced by new formulations and the development of the medicinal use of pyrantel beyond the original veterinary market. An important T2A derivative is the antihypertensive eprosartan (2-thiophenepropionic acid methyl ester), which acts as a selective angiotensin II receptor antagonist. ?Other pharmaceuticals containing T2A are azosemide a diuretic, and teniposide an antineoplastic.

Definition

ChEBI: 2-Thiophenecarboxaldehyde is an aldehyde that is thiophene substituted by a formyl group at position 2. It has a role as a metabolite. It is a member of thiophenes and an aldehyde.

Synthesis Reference(s)

Synthesis, p. 757, 1976 DOI: 10.1055/s-1976-24193
Tetrahedron Letters, 36, p. 455, 1995 DOI: 10.1016/0040-4039(94)02284-I

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Synthesis

2-Thiophenecarboxaldehyde is prepared by the reaction of 2-Iodothiophene and carbon monoxide. The specific synthesis steps are as follows:
General procedure: A flask was charged with aryl iodide 1 (0.5 mmol), Pd(OAc)2 (2.4 mg, 0.01mmol), Na2CO3 (53.1 mg. 0.5 mmol), NaHCO3 (42.0 mg, 0.5 mmol), and PEG-400 (2 g) beforestandard cycles evacuation and backfilling with dry and pure carbon monoxide. Triethylsilane(162.8 μl, 1.0 mmol) was added successively. Then, the mixture was stirred at room temperaturefor the indicated time. At the end of the reaction, the reaction mixture was extracted with diethylether (3 × 10 mL). The organic phases were combined, and the volatile components wereevaporated under reduced pressure. The crude product was purified by column chromatography onsilica gel (petroleum ether / diethyl ether).
2-Thiophenecarboxaldehyde synthesis

Purification Methods

Wash it with 50% HCl and distil it under reduced pressure just before use. It has UV: 234nm (hexane). The Z-oxime has m 144o, 136-138o and 142o (H2O). [Beilstein

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View Lastest Price from 2-Thiophenecarboxaldehyde manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Thiophenecarboxaldehyde pictures 2024-11-05 2-Thiophenecarboxaldehyde
98-03-3
US $0.00-0.00 / kg 1kg 99% Min. 20,000 SHANDONG OUCHEM CO.,LTD.
2-Thenaldehyde pictures 2024-10-25 2-Thenaldehyde
98-03-3
US $0.00 / kg 1kg 99% 20tons Hebei Yanxi Chemical Co., Ltd.
2-Thenaldehyde pictures 2024-10-15 2-Thenaldehyde
98-03-3
US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
  • 2-Thenaldehyde pictures
  • 2-Thenaldehyde
    98-03-3
  • US $0.00-0.00 / Kg
  • 99.9%
  • airuikechemical co., ltd.
2-Thiophenecarboxaldehyde (stabilized with HQ) 2-Formylthiophene, 2-Thenaldehyde 2-Thiophenecarboxaldehyde, 98% 100ML 2-Thiophenecarboxaldehyde ,98% THIOPHENE-2-CARBALDEHYDE FOR SYNTHESIS 2-Thiophenecarboxaldehyde,Thenaldehyde 2-Thiophenecarboxald 2-Thienylcarboxaldehyde 2-thiophenaldeyde(stabilizedwithhq) 2-thiophencarboxaldehyde 2-thiophene carboxyaldehyde 2-thiophenic aldehyde alpha-Formylthiophene alpha-Thiophenecarboxaldehyde thiophen-2-carboxaldehyde Thiphene-2-aldehyde Thiophene-2-carboxaldehyde, 98+% 2-FORMYLTHIOPHEN α-Thiophenealdehyde Thiophene-2-carboxaldehyde 97% 2-Thiophenecarboxaldehyde 98% 2 - thiophene forMaldehyde 2-THENALDEHYDE 2-THIOPHENALDEHYDE 2-THIOPHENEALDEHYDE 2-FORMYL THIOPHENE Thenaldehyde 2-Thiophenaldehyde Thiophene-2-carbaldehyde 2-Theldehyde AKOS BBS-00003201 THENALDEHYDE THIENYL-2-ALDEHYDE TIMTEC-BB SBB004321 2-Thienal 2-thienaldehyde 2-Thienylaldehyde thiophene carbinal thiophenemethanal 2-Thiophenaldehyde (stabilized with HQ) Pyrantel impurity C (Y0002158) 2-Thiophenecarboxaldehyde pure, 98% 2-Thenaldehyde - TIANFU-CHEM Pyrantel Impurity C (2-Thenaldehyde) S0508 2-Thenaldehyde ISO 9001:2015 REACH Pyrantel Impurity C Pyrantel EP Impurity C Pyrantel EP Impurity D 2-Thiophenecarboxaldehyde (stabilized with HQ)> 2-ThiophenecarboxaL 2-THIOPHENECARBALDEHYDE 2-THIOPHENECARBOXALDEHYDE THIOPHENE-2-CARBALDEHYDE THIOPHENE-2-CARBOXALDEHYDE THIOPHENE-2-ALDEHYDE formylthiophene 2-Thiophenecarboxaldehyde (7CI, 8CI, 9CI, ACI) Thiophen-2-carbaldehyd Thiophene-2-carboxaldehyde (2-TC)